3-[(3-Pyridinyl)phenyl]boronic acid

Base Information

• Chemical Name: 3-[(3-Pyridinyl)phenyl]boronic acid
• CAS No.: 351422-72-5
• Molecular Formula: C11H10BNO2
• Molecular Weight: 199.017
• Hs Code.: 2933399990
• Mol file: 351422-72-5.mol

Synonyms:3-[(3-Pyridinyl)phenyl]boronic acid;B-[3-(3-Pyridinyl)phenyl]boronic acid;3-(3-Pyridyl)benzeneboronic acid, 98%

Chemical Property of 3-[(3-Pyridinyl)phenyl]boronic acid

Chemical Property:

• Boiling Point: 439℃
• PKA: 8.00±0.10(Predicted)
• Flash Point: 220℃
• PSA: 53.35000
• Density: 1.24
• LogP: 0.42840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(3-(Pyridin-3-yl)phenyl)boronicacid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It is used as an OLED material. Phenylboronic acids are efficient phenylating agents in copper promoted CN and CO bond cross-coupling reactions.

Technology Process of 3-[(3-Pyridinyl)phenyl]boronic acid

There total 3 articles about 3-[(3-Pyridinyl)phenyl]boronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.5%

Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) + 3-(3'-bromophenyl)pyridine (4422-32-6) → (3-(pyridin-3-yl)phenyl)boronic acid (351422-72-5)

Guidance literature:

3-(3'-bromophenyl)pyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 3h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; hexane; for 0.5h; Inert atmosphere;

Reference yield:

1-Bromo-3-iodobenzene (591-18-4) → (3-(pyridin-3-yl)phenyl)boronic acid (351422-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; toluene; ethanol / 18 h / Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

2.3: 0.5 h / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; ethanol; hexane; water; toluene;

Reference yield:

3-pyridylboronic acid (1692-25-7) → (3-(pyridin-3-yl)phenyl)boronic acid (351422-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; toluene; ethanol / 18 h / Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

2.3: 0.5 h / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; ethanol; hexane; water; toluene;

upstream raw materials:

Trimethyl borate

water

3-(3'-bromophenyl)pyridine

1-Bromo-3-iodobenzene

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